1934, Investigation of Air Mail and Ocean Mail Contracts: Hearings before a Special Committee on Investigation of Air Mail and Ocean Mail Contracts, United States Senate, Seventy-third Congress, Second Session, pursuant to S. Res. 349 (72d Congress), a Resolution Creating a Special Committee of the Senate to Investigate Air Mail and Ocean Mail Contracts, Washington, D.C.: United States Government Printing Office, OCLC1284238, page 2804:

Part of that memorandum of Mr. Hanshue's refers to directors sitting pretty in thinking they were all set for certain benefits.

1973 July 20, “People in the News”, in Time‎[1], archived from the original on 14 December 2008:

Lauren Hutton, 28, was sitting pretty. The omnipresent model had just signed a two-year, $200,000 contract.

That's not a threat, sir, for they have played fair with me, and I sha'n't sacrifice a penny of their money—unless they force me to do so. But—I'm in control. I'm sitting pretty. They can't unseat me, and I warn them not to try.

2010, Donald O'Donovan, “The Golden Age: From the Novel Orgasmo”, in The Sugarhouse: A Novella: Plus Four Novel Excerpts from Orgasmo; Night Train; Confessions of a Bedbug Hauler; Tarantula Woman, [s.l.]: Open Books: